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Epipodophyllotoxin

CAS No.
4375-07-9
Chemical Name:
Epipodophyllotoxin
Synonyms
Eipodophyllotoxin;Epipodophyllotoxin;(-)-Epipodophyllotoxin;Podophyllotoxin 9-Epimer;(5R)-5,8,8aβ,9-Tetrahydro-9α-hydroxy-5β-(3,4,5-trimethoxyphenyl)furo[3',4':6,7]naphtho[2,3-d]-1,3-dioxole-(5aαH)-one;(5R)-5,5aα,8aβ,9-Tetrahydro-9α-hydroxy-5β-(3,4,5-trimethoxyphenyl)furo[3',4':6,7]naphtho[2,3-d]-1,3-dioxole-6(8H)-one;(5S,5aR,8aR,9R)-5-hydroxy-9-(3,4,5-trimethoxyphenyl)-5a,6,8a,9-tetrahydro-5H-isobenzofuro[5,6-f][1,3]benzodioxol-8-one;(5S,5aR,8aR,9R)-5-hydroxy-9-(3,4,5-trimethoxyphenyl)-5a,6,8a,9-tetrahydro-5H-[2]benzofuro[5,6-f][1,3]benzodioxol-8-one;(5R,5aR,8aR,9S)-5,8,8a,9-Tetrahydro-5-(3,4,5-trimethoxyphenyl)-9-hydroxyfuro[3',4':6,7]naphtho[2,3-d]-1,3-dioxol-6(5aH)-one;(5R,5aR,8aR,9S)-9-Hydroxy-5-(3,4,5-trimethoxyphenyl)-5,8,8a,9-tetrahydrofuro[3',4':6,7]naphtho[2,3-d][1,3]dioxol-6(5aH)-one
CBNumber:
CB72177765
Molecular Formula:
C22H22O8
Molecular Weight:
414.41
MDL Number:
MFCD01725610
MOL File:
4375-07-9.mol
Last updated:2024-10-10 16:42:03

Epipodophyllotoxin Properties

Melting point 160.3°C
Boiling point 453.31°C (rough estimate)
Density 1.2649 (rough estimate)
refractive index 1.4480 (estimate)
storage temp. Hygroscopic, -20°C Freezer, Under inert atmosphere
solubility Chloroform (Slightly), Methanol (Slightly)
form Solid
pka 13.26±0.40(Predicted)
color White to Off-White
Stability Hygroscopic
NCI Dictionary of Cancer Terms epipodophyllotoxin

Epipodophyllotoxin price More Price(4)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
TRC E588645 Epipodophyllotoxin 4375-07-9 1g $1190 2021-12-16 Buy
Product number Packaging Price Buy
E588645 1g $1190 Buy

Epipodophyllotoxin Chemical Properties,Uses,Production

Uses

Epipodophyllotoxins is a naturally occuring antitumors agent extracted from Mayapple plant.

Mechanism of action

Epipodophyllotoxin is a highly effective anticancer drug. Its mechanism of action may be to inhibit topoisomerase II, which in turn prevents the replication of DNA in tumour cells.

Anticancer Research

It is a lignan compound; podophyllotoxin is isolated from the roots of Podophyllumpeltatum and P. emodi. Teniposide and etoposide are the semisynthetic derivativesof epipodophyllotoxin, and they are used for lymphomas and bronchial and testicularcancers (Shoeb 2006). These compounds break DNA molecules during the G2/Mphase in cell cycle by binding to tubulin and irreversibly inhibiting DNAtopoisomerase II (Balunas and Kinghorn 2005). Podophyllotoxin prevents thebreast cancer cell growth by modifying checkpoint kinase 2 (Chk2) signalingpathway and also induces apoptosis in non-small cell lung cancer by cell cyclearrest, autophagy, and ER stress (Singh et al. 2016b).

Epipodophyllotoxin Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 73)Suppliers
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Shanghai Zheyan Biotech Co., Ltd.
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J & K SCIENTIFIC LTD. 18210857532 jkinfo@jkchemical.com China 96815 76
(-)-Epipodophyllotoxin (5R)-5,5aα,8aβ,9-Tetrahydro-9α-hydroxy-5β-(3,4,5-trimethoxyphenyl)furo[3',4':6,7]naphtho[2,3-d]-1,3-dioxole-6(8H)-one (5R)-5,8,8aβ,9-Tetrahydro-9α-hydroxy-5β-(3,4,5-trimethoxyphenyl)furo[3',4':6,7]naphtho[2,3-d]-1,3-dioxole-(5aαH)-one (5R)-5β-(3,4,5-Trimethoxyphenyl)-7α-(hydroxymethyl)-8α-hydroxy-5,6,7,8-tetrahydronaphtho[2,3-d]-1,3-dioxole-6β-carboxylic acid 6,7-lactone (5R,5aR,8aR,9S)-5,8,8a,9-Tetrahydro-5-(3,4,5-trimethoxyphenyl)-9-hydroxyfuro[3',4':6,7]naphtho[2,3-d]-1,3-dioxol-6(5aH)-one Epipodophyllotoxin (5S,5aR,8aR,9R)-5-hydroxy-9-(3,4,5-trimethoxyphenyl)-5a,6,8a,9-tetrahydro-5H-[2]benzofuro[5,6-f][1,3]benzodioxol-8-one (5S,5aR,8aR,9R)-5-hydroxy-9-(3,4,5-trimethoxyphenyl)-5a,6,8a,9-tetrahydro-5H-isobenzofuro[5,6-f][1,3]benzodioxol-8-one Eipodophyllotoxin Furo[3',4':6,7]naphtho[2,3-d]-1,3-dioxol-6(5aH)-one,5,8,8a,9-tetrahydro-9-hydroxy-5-(3,4,5-trimethoxyphenyl)-, (5R,5aR,8aR,9S)- Podophyllotoxin 9-Epimer ( ) Epipodophyllotoxin,spindle,antiproliferative,Apoptosis,American,904166,cancer,mayapple,mitotic,Podophyllum peltatum,()Epipodophyllotoxin,assembly,Inhibitor,inhibit (5R,5aR,8aR,9S)-9-Hydroxy-5-(3,4,5-trimethoxyphenyl)-5,8,8a,9-tetrahydrofuro[3',4':6,7]naphtho[2,3-d][1,3]dioxol-6(5aH)-one 4375-07-9 Aromatics, Heterocycles, Pharmaceuticals, Intermediates & Fine Chemicals